Cas no 875477-12-6 ((Ethyl-d5)triphenylphosphonium Bromide)

(Ethyl-d5)triphenylphosphonium Bromide is a deuterated phosphonium salt widely used as a reagent in organic synthesis, particularly in Wittig reactions and isotopic labeling studies. The incorporation of five deuterium atoms (ethyl-d5) enhances its utility in mechanistic investigations and mass spectrometry applications, providing distinct isotopic patterns for tracking reaction pathways. Its stable isotopic labeling ensures minimal interference with reaction kinetics while enabling precise analytical detection. The compound exhibits high purity and consistent reactivity, making it suitable for controlled synthesis of deuterated alkenes and other labeled intermediates. Its crystalline form ensures ease of handling and storage under standard conditions. This reagent is valued for its role in advancing research in pharmaceuticals, agrochemicals, and materials science.
(Ethyl-d5)triphenylphosphonium Bromide structure
875477-12-6 structure
Product Name:(Ethyl-d5)triphenylphosphonium Bromide
CAS No:875477-12-6
MF:C20H20BrP
MW:376.281373977661
CID:826957
PubChem ID:71316675
Update Time:2025-06-15

(Ethyl-d5)triphenylphosphonium Bromide Chemical and Physical Properties

Names and Identifiers

    • (Ethyl-d5)triphenylphosphonium Bromide
    • 1,1,2,2,2-pentadeuterioethyl(triphenyl)phosphanium,bromide
    • Ethyl-d5-triphenylphosphonium Bromide
    • TEP-d5
    • Triphenylethyl-d5-phosphonium Bromide
    • (~2~H_5_)Ethyl(triphenyl)phosphanium bromide
    • SCHEMBL2407591
    • DTXSID90747775
    • 875477-12-6
    • 1,1,2,2,2-pentadeuterioethyl(triphenyl)phosphanium;bromide
    • Inchi: 1S/C20H20P.BrH/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1/i1D3,2D2;
    • InChI Key: JHYNXXDQQHTCHJ-LUIAAVAXSA-M
    • SMILES: [Br-].[P+](C1C=CC=CC=1)(C1C=CC=CC=1)(C1C=CC=CC=1)C([2H])([2H])C([2H])([2H])[2H]

Computed Properties

  • Exact Mass: 370.04900
  • Monoisotopic Mass: 375.07998g/mol
  • Isotope Atom Count: 5
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 22
  • Rotatable Bond Count: 4
  • Complexity: 247
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 13.59000
  • LogP: 1.00440

(Ethyl-d5)triphenylphosphonium Bromide Security Information

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Additional information on (Ethyl-d5)triphenylphosphonium Bromide

Introduction to (Ethyl-d5)triphenylphosphonium Bromide (CAS No. 875477-12-6)

(Ethyl-d5)triphenylphosphonium Bromide) is a specialized chemical compound characterized by its unique isotopic labeling and structural properties. This compound, identified by the CAS number 875477-12-6, has garnered significant attention in the field of pharmaceutical research and chemical synthesis due to its versatile applications. The presence of deuterium atoms in the ethyl group enhances its utility in various analytical and synthetic methodologies, making it a valuable tool for researchers aiming to achieve high precision in their experiments.

The compound belongs to the class of phosphonium salts, which are known for their stability and reactivity in organic transformations. The triphenylphosphonium moiety contributes to the overall stability of the molecule, while the deuterated ethyl group provides a means for tracking reactions and intermediates in metabolic studies. This combination makes (Ethyl-d5)triphenylphosphonium Bromide an ideal candidate for use in drug metabolism studies, where the ability to differentiate between deuterated and non-deuterated compounds is crucial.

In recent years, the demand for isotopically labeled compounds has surged due to their importance in understanding biological processes at a molecular level. The use of deuterium-labeled compounds allows researchers to study reaction mechanisms and metabolic pathways with greater accuracy. For instance, (Ethyl-d5)triphenylphosphonium Bromide has been employed in the investigation of enzymatic reactions, where its stable isotope helps in elucidating the kinetic parameters of these reactions without interference from non-labeled analogs.

One of the most compelling applications of (Ethyl-d5)triphenylphosphonium Bromide is in the field of nuclear magnetic resonance (NMR) spectroscopy. The deuterated ethyl group serves as an internal standard, enabling researchers to quantify reaction progress and monitor changes in molecular structure during synthesis. This capability is particularly valuable in complex reaction mixtures where traditional NMR techniques may struggle to provide clear resolution.

The compound's utility extends beyond spectroscopic applications. It has been utilized in the synthesis of complex organic molecules, where its phosphonium core acts as a stable intermediate. The bromide counterion further enhances its reactivity, allowing for facile functionalization under various conditions. This makes (Ethyl-d5)triphenylphosphonium Bromide a versatile building block in organic synthesis, particularly for constructing heterocyclic compounds and other pharmacologically relevant molecules.

Recent advancements in drug discovery have highlighted the importance of isotopically labeled compounds in preclinical studies. (Ethyl-d5)triphenylphosphonium Bromide has been incorporated into various high-throughput screening assays to identify potential drug candidates with improved selectivity and efficacy. Its stable isotope properties ensure that researchers can monitor drug interactions without concerns about radioactive decay, thereby streamlining the drug development process.

The compound's role in metabolic studies has also been underscored by recent research findings. Studies have demonstrated that deuterium-labeled phosphonium salts can provide insights into drug absorption, distribution, metabolism, and excretion (ADME) profiles. This information is critical for optimizing drug formulations and predicting clinical outcomes. (Ethyl-d5)triphenylphosphonium Bromide has been used to track the metabolic fate of drugs in vitro and in vivo, contributing to a better understanding of their pharmacokinetic behavior.

In conclusion, (Ethyl-d5)triphenylphosphonium Bromide (CAS No. 875477-12-6) is a multifaceted compound with significant applications in pharmaceutical research and chemical synthesis. Its unique isotopic labeling and structural properties make it an invaluable tool for studying biological processes, developing new drugs, and optimizing synthetic methodologies. As research continues to evolve, the importance of such specialized compounds is expected to grow, further solidifying their role in advancing scientific knowledge and innovation.

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